Structure database (LMSD)

  MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".
LM IDLMFA13030016
Common Name3-O-α-L-rhamnopyranosyl-3-hydroxy-7Z-dodecenoyl-3-hydroxydecanoic acid
Systematic Name3-O-α-L-rhamnopyranosyl-3-hydroxy-7Z-dodecenoyl-3-hydroxydecanoic acid
Synonyms-
Exact Mass
530.3455 (neutral)    Calculate m/z:
FormulaC28H50O9
CategoryFatty Acyls [FA]
Main ClassFatty acyl glycosides [FA13]
Sub ClassRhamnolipids [FA1303]
PubChem CID-
InChIKeyXJGPJMVYQFDHEG-YLPVUHABSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C28H50O9/c1-4-6-8-10-11-13-15-17-22(37-28-27(34)26(33)25(32)20(3)35-28)19-24(31)36-21(18-23(29)30)16-14-12-9-7-5-2/h10-11,20-22,25-28,32-34H,4-9,12-19H2,1-3H3,(H,29,30)/b11-10-/t20-,21?,22?,25-,26+,27+,28-/m0/s1
Click to highlight InChI
SMILES
O([C@H]1[C@H](O)[C@H](O)[C@@H](O)[C@H](C)O1)C(CCC/C=C\CCCC)CC(=O)OC(CCCCCCC)CC(=O)O
Click to highlight SMILES
StatusActive
ReferencesCharacterization of Rhamnolipids Produced by an Arctic Marine Bacterium From the Pseudomonas Fluorescence Group
Mar Drugs. 2018
DOI: 10.3390/md16050163
PMID: 29758007
Calculated physicochemical properties (?):
 Heavy Atoms37Rings1Aromatic Rings0Rotatable Bonds21
 van der Waals
Molecular Volume
551.79Topological Polar
Surface Area
144.82Hydrogen
Bond Donors
4Hydrogen
Bond Acceptors
9
 logP6.26Molar
Refractivity
143.45